CN107638957A - Furfuryl group hydroximic acid collecting agent and its preparation method and application - Google Patents
Furfuryl group hydroximic acid collecting agent and its preparation method and application Download PDFInfo
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Abstract
The present invention relates to floating agent field, specifically a kind of furfuryl group hydroximic acid collecting agent and its preparation method and application.The furfuryl group hydroximic acid collecting agent of the present invention, molecular formula C5H5NO3, furfuryl group hydroximic acid collecting agent has very strong collecting ability to oxide ore wolframite, scheelite, ilmenite and bastnaesite, the water solubility of furfuryl group hydroximic acid very well, low temperature also can completely molten and water, be easy to addition operation, saving reagent cost.
Description
Technical field
The present invention relates to floating agent field, specifically a kind of furfuryl group hydroximic acid collecting agent and its preparation method and application.
Background technology
Hydroximic acid has to cupric oxide ore, bloodstone, goethite, wolframite, tin ore, calcium nutrition, columbite, Rare Earth Mine etc.
Good flotation effect, hydroximic acid or its alkali metal salt energy and Cu2+、Fe3+Plasma generates chelate, to the structure of chelate,
Research thinks that hydroximic acid is the complexing agent of 0,0 type bonded atom, and ore deposit surface cation first hydrolyzes, and then hydroximic acid is adsorbed in mineral
Surface, generate 0, O five-membered ring complex compounds.
Tungsten resource is one of mostly important strategic resource in China, and its industry development is related to economic life line of the country and national defence
Safety.China is tungsten resource state maximum in the world, occupies the tungsten resource reserves in the whole world nearly 62%, but China is also the world simultaneously
Maximum tungsten resource supplier, the tungsten resource amount in the whole world 80% or so is supplied for a long time, cause the existing tungsten resource storage in China
Serious mismatch be present with supply in amount.China mainly consumes wolframite, and smelting process is substantially also using wolframite as raw material.But
Through exploitation in the last hundred years, the black tungsten resource in China is closely exhausted.At present, the black tungsten in China is mainly reclaimed using gravity separation method, but black tungsten
The gravity treatment rate of recovery of thin mud is typically below 45%.It is reported that loss late of factory's tungsten in sludge is typically selected up to 20%.Therefore,
The Efficient Development of reinforcement Phodopus campbelli, which utilizes, has great strategic importance.
Floatation process is generally considered one of extracting method of Phodopus campbelli most high-efficiency and economic, and collecting agent be realize it is black
The technological core of tungsten slurry flotation recovery.The flotation collector of Phodopus campbelli mainly have oleic acid, styrene phosphoric acid, benzyl arsenic acid and
Benzyl hydroximic acid etc., wherein benzyl hydroximic acid is most widely used, still fail to solve floatation process it is existing it is sensitive to sludge, catch
The shortcomings of receipts ability is weaker, selectivity is poor, causes Phodopus campbelli comprehensive utilization ratio relatively low.Collecting agent structure is to determine mineral energy
One of key factor of no floating, thus the efficient flotation separation collecting agent with new construction is researched and developed, deposited to solving floatation process
It is significant in the sustainable development that problem and black tungsten resource utilize.
The content of the invention
It is an object of the invention to provide a kind of furfuryl group hydroximic acid collecting agent and its preparation method and application, furfuryl group of the invention
Hydroximic acid collecting agent has very strong collecting ability to oxide ore wolframite, scheelite, ilmenite and bastnaesite.
Technical scheme：
A kind of furfuryl group hydroximic acid collecting agent, molecular formula C5H5NO3, molecular structure as shown in formula-I,
The preparation method of described furfuryl group hydroximic acid collecting agent, comprises the following steps：
(1) raw material is prepared, using methylfuroate, hydroxylamine hydrochloride and sodium hydroxide as raw material, the mol ratio of three kinds of raw materials is
1.0:1.2~1.5:2.4~3.0；
(2) hydroxylamine hydrochloride is dissolved in absolute methanol, magnetic agitation, mixing speed 600r/min~1000r/min, 50 DEG C
Oil bath heated at constant temperature, then point 3 batches of addition sodium hydroxides, reaction are filtered after terminating in 30min, obtain filtrate；
(3) molecular structure is added in the filtrate obtained by step (2) for the methylfuroate shown in formula-II, oil bath constant temperature adds
Heat, 80 DEG C~110 DEG C, reaction time 8h~12h of temperature, after reaction terminates, gained reaction solution is evaporated under reduced pressure, obtains furfuryl group
Hydroximic acid crude product；
(4) furfuryl group hydroximic acid crude product obtained by step (3) is rinsed 3~4 times with anhydrous ethyl acetate, filters to obtain high-purity
Furfuryl group hydroximic acid.
When described furfuryl group hydroximic acid collecting agent is applied to WOLFRAMITE FLOTATION, its floatation process condition is：Furfuryl group hydroximic acid
Dosage between 120~1200g/t (equivalent to 40mg/L~400mg/L), ore grain size be -200 mesh account for 60%~
100%, addition lime, sodium hydroxide or sodium carbonate adjustment pH values of pulp are 4~13, and addition plumbi nitras is as activator, dosage
10g/t~150g/t, action time 3min~10min, No. 2 oil of addition are as foaming agent, dosage in 5~30g/t, action time
1min。
When described furfuryl group hydroximic acid collecting agent is applied to Scheelite Flotation, its floatation process condition is：Furfuryl group hydroximic acid
Dosage between 120~1200g/t (equivalent to 40mg/L~400mg/L), ore grain size be -200 mesh account for 60%~
100%, addition lime, sodium hydroxide or sodium carbonate adjustment pH values of pulp are 4~11, and No. 2 oil of addition exist as foaming agent, dosage
5g/t~30g/t, action time 1min.
When described furfuryl group hydroximic acid collecting agent is applied to ilmenite or bastnaesite flotation, its floatation process condition is：
For the dosage of furfuryl group hydroximic acid between 120~1200g/t (equivalent to 40mg/L~400mg/L), ore grain size is -0.074mm
60%~100% is accounted for, it is 4~13 to add lime, sodium hydroxide or sodium carbonate adjustment pH values of pulp, and No. 2 oil of addition are as foaming agent, use
Amount is in 5g/t~30g/t, action time 1min.
The furfuryl group hydroximic acid collecting agent of the present invention is to mineral such as oxide ore wolframite, scheelite, ilmenite and bastnaesites
With very strong collecting ability, suitable flotation pulp acidity-basicity ph scope 4~13, dosage in 120~1200g/t (quite
In 40mg/L~400mg/L) between.Furfuryl group hydroximic acid structure belongs to electron rich system as shown in formula-I, is that furans heterocycle is organic
Thing, the O atom contained are more stronger than C atomic electronegativity so that it is more more active than the hydroxyl oximido on phenyl ring；Because it contains double
Key, it is pi-conjugated to there is p- so that electronics is easier to be displaced to heterocycle on No. 2 positions, and hydroxyl oximido is just more active, is more easy to and mineral
The metal ion on surface combines so that it forms more stable chelate ring, enhanced to the more firm of mineral grain absorption
Its collecting ability.Can be the metallic atom W on ore deposit surface6+、Ti4+、Cu2+、Sn2+And Ce3+Outer layer unoccupied orbital provides lone electron pair,
So as to bond together to form chelate, reach the purpose of stronger collecting ability, be applicable and select particulate oxide ore with flotation difficulty, improve flotation effect
Fruit and mineral processing index.Furfuryl group hydroximic acid water solubility very well, low temperature also can completely molten and water, be easy to addition operation, saving medicine
Agent cost.
Brief description of the drawings
Fig. 1 is the furfuryl group hydroximic acid and the black tungsten minal experiment flow figure of other hydroximic acid flotation of the present invention.
Fig. 2 is the furfuryl group hydroximic acid and other hydroximic acid Bastnasite Flotations or ilmenite Within Monominerals experiment flow of the present invention
Figure.
Fig. 3 is the furfuryl group hydroximic acid flotation Phodopus campbelli experiment process figure (embodiment 6) of the present invention.
Embodiment
It is of the invention to be further illustrated by the following example but not limited to these examples.In embodiment all dosages and
Percentage outer refers both to mass parameter except as otherwise expressing.
When furfuryl group hydroximic acid is applied to ore floatation, primary operational flow：Milling ore is levigate to flotation granularity requirements,
Then regulator, collecting agent furfuryl group hydroximic acid and foaming agent, reinflated flotation is added to scrape bubble and obtain useful metal mineral.
Embodiment 1：The preparation of furfuryl group hydroximic acid
200mL absolute methanols are fallen in 500mL three-necked flask, 50 DEG C of oil bath heated at constant temperature, normal temperature condensing reflux；It is first
First take 8.34 parts of hydroxylamine hydrochlorides to add in three-necked flask, then divide 3 batches of additions 8.8 parts of sodium hydroxides, reaction time 30min；Will
Reactant filters, and obtains filtrate；The methylfuroate of structure shown in formula-II is added in filtrate, then by reaction system in 80 DEG C of perseverances
10h is heated in tepidarium, and reaction distills solution decompression after terminating, and obtains furancarboxylic acid hydroximic acid crude product；By crude product with anhydrous second
Acetoacetic ester rinses 3~4 times, is filtrated to get high-purity furfuryl group hydroximic acid.Course of reaction is as shown in formula-III and formula-IV.
Embodiment 2：Furfuryl group hydroximic acid contrasts with other hydroximic acids to the flotation performance of black tungsten minal
Float test is hung groove type floatation cell using the types of XFG II and carried out.Black tungsten minal feed preparation unit size be 0.074mm~
0.038mm.First, 2g minals and 35mL distilled water are added toward flotation cell, stirs the 1min that sizes mixing；Then HCl or NaOH is used again
PH values of pulp is adjusted to table 1, the arranges value of table 2, stirring action 2min；Then, activator Pb (NO are sequentially added3)2When 44mg/L, effect
Between 5min, collecting agent hydroximic acid, action time 3min, No. 2 oily 5mg/L of foaming agent, action time 1min, finally inflation scrape bubble
5min；After float test terminates, froth pulp is filtered, dried, weighed, calculates the rate of recovery.Detailed experiment process and medicine
Agent system is as shown in figure 1, result of the test is shown in Tables 1 and 2.
Flotation performance experimental study (%) of the hydroximic acid of table 1 to black tungsten minal
Flotation performance experimental study (%) of the furfuryl group hydroximic acid dosage of table 2 to black tungsten minal
Embodiment 3：The flotation performance of furfuryl group hydroximic acid and other hydroximic acid dialogue tungsten minals contrasts
Float test is hung groove type floatation cell using the types of XFG II and carried out.White tungsten minal feed preparation unit size be 0.074mm~
0.038mm.First, 2g minals and 35mL distilled water are added toward flotation cell, stirs the 1min that sizes mixing；Then HCl or NaOH is used again
PH values of pulp is adjusted to table 3, the arranges value of table 4, stirring action 2min；Then, collecting agent hydroximic acid, action time 3min are sequentially added,
Bubble 5min is scraped in No. 2 oily 5mg/L of foaming agent, action time 1min, finally inflation；After float test terminates, froth pulp is carried out
Filter, dry, weigh, calculate the rate of recovery.Experiment process and regime of agent are as shown in Fig. 2 result of the test is shown in Table 3 and table 4.
The flotation performance experimental study (%) of the hydroximic acid dialogue tungsten minal of table 3
The flotation performance experimental study (%) of the furfuryl group hydroximic acid dosage dialogue tungsten minal of table 4
Embodiment 4:Furfuryl group hydroximic acid contrasts with other hydroximic acids to the monomineralic flotation performance of fluorine carbon cerium
Fluorine carbon cerium Within Monominerals feed preparation unit size is 0.074mm~0.038mm.First, toward flotation cell add 2g minals and
35mL distilled water, stir the 1min that sizes mixing；Then pH values of pulp is adjusted to table 5, the arranges value of table 6, stirring action with HCl or NaOH again
2min；Then, collecting agent hydroximic acid, action time 3min are sequentially added, No. 2 oily 5mg/L of foaming agent, action time 1min, most
Bubble 5min is scraped in inflation afterwards；After float test terminates, froth pulp is filtered, dried, weighed, calculates the rate of recovery.Examination in detail
Flow and regime of agent are tested as shown in Fig. 2 result of the test is shown in Table 5 and table 6.
The hydroximic acid of table 5 is to the monomineralic flotation performance experimental study of fluorine carbon cerium (%)
The furfuryl group hydroximic acid dosage of table 6 is to the monomineralic flotation performance experimental study of fluorine carbon cerium (%)
Embodiment 5:Furfuryl group hydroximic acid contrasts with other hydroximic acids to the monomineralic flotation performance of ilmenite
Ilmenite feed preparation unit size is 0.074mm~0.038mm.First, 2g minals and 35mL distillations are added toward flotation cell
Water, stir the 1min that sizes mixing；Then pH values of pulp is adjusted to table 7, the arranges value of table 8, stirring action 2min with HCl or NaOH again；Then, according to
Bubble is scraped in secondary addition collecting agent hydroximic acid, action time 3min, No. 2 oily 5mg/L of foaming agent, action time 1min, finally inflation
5min；After float test terminates, froth pulp is filtered, dried, weighed, calculates the rate of recovery.Detailed experiment process and medicine
Agent system is as shown in Fig. 2 result of the test is shown in Table 4.
Flotation performance experimental study (%) of the hydroximic acid of table 7 to ilmenite minal
Flotation performance experimental study (%) of the furfuryl group hydroximic acid dosage of table 8 to ilmenite minal
Embodiment 6：Furfuryl group hydroximic acid flotation Jiangxi Phodopus campbelli
Phodopus campbelli sample ore is derived from Jiangxi mine Phodopus campbelli, and sample ore multielement, tungsten material phase analysis are respectively such as table 9 and table
Shown in 10.The Phodopus campbelli Minerals mainly have wolframite, cassiterite, main associated mineral have chalcopyrite, galena, zincblende,
Molybdenite, pyrite, main gangue mineral are quartz and aluminium silicate mineral etc..By Phodopus campbelli granularmetric composition and tungsten distribution knot
Fruit table 11 understands that the grade of thin mud -0.074 accounts for 81.25%, wherein the WO of -0.074mm grades3Account for 91.94%, and-
The WO of 0.038mm grades348.41% is accounted for, belongs to typical Phodopus campbelli.
Small-sized closed-circuit test flow and regime of agent are as shown in figure 3, result of study is shown in Table 12.
The Phodopus campbelli sample ore multielement analysis of table 9
| Element | WO3 | Cu | Mo | S | Bi | Sn | P |
| Content (%) | 0.26 | 0.15 | 0.018 | 0.76 | 0.053 | 0.09 | 0.09 |
| Element | Al2O3 | Pb | Zn | SiO2 | CaF2 | CaO | Fe |
| Content (%) | 8.52 | 0.15 | 0.16 | 72.50 | 0.09 | 0.85 | 4.87 |
The Phodopus campbelli tungsten material phase analysis (%) of table 10
| It is separate | Wolframite | Scheelite | Wolfram ocher | Total tungsten |
| Content (%) | 0.223 | 0.035 | 0.002 | 0.26 |
| Occupation rate (%) | 85.77 | 13.46 | 0.77 | 100.00 |
The Phodopus campbelli grade of table 11 forms and tungsten distribution (%)
| Grade (mm) | Yield | WO3Grade | WO3Distributive law | WO3Cumulative distribution rate |
| +0.074 | 18.75 | 0.11 | 8.05 | 8.05 |
| -0.074+0.038 | 35.35 | 0.32 | 43.54 | 51.59 |
| -0.038 | 45.90 | 0.28 | 48.41 | 100.00 |
| It is total | 100.00 | 0.26 | 100.00 | —— |
The closed-circuit test index (%) of table 12
Claims (5)
1. a kind of furfuryl group hydroximic acid collecting agent, it is characterized in that：Molecular formula is C5H5NO3, molecular structure as shown in formula-I,
2. the method for the furfuryl group hydroximic acid collecting agent described in claim 1 is prepared, it is characterized in that, comprise the following steps：
(1) raw material is prepared, using methylfuroate, hydroxylamine hydrochloride and sodium hydroxide as raw material, the mol ratio of three kinds of raw materials is 1.0:1.2
~1.5:2.4~3.0；
(2) hydroxylamine hydrochloride is dissolved in absolute methanol, magnetic agitation, mixing speed 600r/min~1000r/min, 50 DEG C of oil baths
Heated at constant temperature, then point 3 batches of addition sodium hydroxides, reaction are filtered after terminating in 30min, obtain filtrate；
(3) molecular structure is added in the filtrate obtained by step (2) for the methylfuroate shown in formula-II, oil bath heated at constant temperature, temperature
80 DEG C~110 DEG C, reaction time 8h~12h of degree, after reaction terminates, gained reaction solution is evaporated under reduced pressure, obtains furfuryl group hydroxyl oxime
Sour crude product；
(4) furfuryl group hydroximic acid crude product obtained by step (3) is rinsed 3~4 times with anhydrous ethyl acetate, filters to obtain high-purity furfuryl group
Hydroximic acid.
3. the furfuryl group hydroximic acid collecting agent described in claim 1 is applied to WOLFRAMITE FLOTATION, its floatation process condition is：Furfuryl group
The dosage of hydroximic acid is between 120~1200g/t, and ore grain size is that -200 mesh account for 60%~100%, addition lime, hydroxide
Sodium or sodium carbonate adjustment pH values of pulp are 4~13, and addition plumbi nitras is as activator, dosage 10g/t~150g/t, action time
3min~10min, No. 2 oil of addition are as foaming agent, dosage in 5~30g/t, action time 1min.
4. the furfuryl group hydroximic acid collecting agent described in claim 1 is applied to Scheelite Flotation, its floatation process condition is：Furfuryl group
The dosage of hydroximic acid is between 120~1200g/t, and ore grain size is that -200 mesh account for 60%~100%, addition lime, hydroxide
Sodium or sodium carbonate adjustment pH values of pulp are 4~11, and No. 2 oil of addition are as foaming agent, dosage in 5g/t~30g/t, action time
1min。
5. the furfuryl group hydroximic acid collecting agent described in claim 1 is applied to ilmenite or bastnaesite flotation, its floatation process
Condition is：For the dosage of furfuryl group hydroximic acid between 120~1200g/t, ore grain size is that -0.074mm accounts for 60%~100%, is added
Lime, sodium hydroxide or sodium carbonate adjustment pH values of pulp be 4~13, addition No. 2 oil as foaming agent, dosage 5g/t~30g/t,
Action time 1min.
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| CN108452949A (en) * | 2018-03-26 | 2018-08-28 | 江西理工大学 | A kind of floatation process of ilmenite or bastnaesite |
| CN113941452A (en) * | 2021-09-30 | 2022-01-18 | 郑州大学 | Flotation method and flotation system for micro-fine particle titanium-iron minerals |
| CN113941453A (en) * | 2021-09-30 | 2022-01-18 | 郑州大学 | Flotation method and system for titanium iron minerals |
| CN113953092A (en) * | 2021-10-15 | 2022-01-21 | 武汉工程大学 | Preparation method of ilmenite beneficiation reagent |
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| CN113941453A (en) * | 2021-09-30 | 2022-01-18 | 郑州大学 | Flotation method and system for titanium iron minerals |
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| CN113953092A (en) * | 2021-10-15 | 2022-01-21 | 武汉工程大学 | Preparation method of ilmenite beneficiation reagent |
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